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Vacation Homes in Portola Valley

Nantucket Penthouse - walk to restaurants, beaches, activies & so much more

Half Moon Bay
9.4 out of 10, Exceptional, (35)
"Nice place to stay. Convenient to beach and downtown restaurants."
United States
James E.
Nantucket Penthouse - walk to restaurants, beaches, activies & so much more

Mid Century Garden View Home Parking

2.0 star property
East San Mateo
8.8 out of 10, Excellent, (3)
"Convenient to everything, reasonable price. House is clean. Mid century furniture could be upgraded."
United States
John
$254 nightly
The price is $291
Nov 20 - Nov 21
Total with taxes and fees
Mid Century Garden View Home Parking

Redwood Home - view of the river!

Ben Lomond
9.8 out of 10, Exceptional, (30)
"This house is really great and I recommend it. Have stayed in many rentals over the last three decades and this was the cleanest. The kitchen was also the best stocked kitchen I have have seen. Communication with rental company was easy and responses were quick. "
United States
Michelle M.
$332 nightly
The price is $370
Dec 9 - Dec 10
Total with taxes and fees
Redwood Home - view of the river!

Affordable Ground Floor Unit In The Heart Of HMB Downtown: Former Mayor's House

Half Moon Bay
9.0 out of 10, Wonderful, (4)
"Location, clean rooms,"
United States
Sheridan D.
$135 nightly
The price is $135
Nov 18 - Nov 19
Total with taxes and fees
Affordable Ground Floor Unit In The Heart Of HMB Downtown: Former Mayor's House

'Treehouse' in the Redwoods - sleeps 4!

Ben Lomond
10.0 out of 10, Exceptional, (4)
"Such a cute and fun place to stay great central location. Easy drive to Santa Cruz Monterey and other fun spots. Incredibly beautiful area and home. Would stay here again in a heartbeat!"
United States
Robert C.
$325 nightly
The price is $363
Nov 23 - Nov 24
Total with taxes and fees
'Treehouse' in the Redwoods - sleeps 4!

Spacious estate near charming downtown Saratoga and the Montalvo Arts Center.

Saratoga
$9,134 nightly
The price is $9,134
Nov 18 - Nov 19
Total with taxes and fees
Spacious estate near charming downtown Saratoga and the Montalvo Arts Center.

The Charming Home Nearby UCU, San Jose Downtown, Airport, SAP

Northside
10.0 out of 10, Exceptional, (28)
"Attention to details and above and beyond extras provided."
United States
Julie D.
$295 nightly
The price is $321
Nov 19 - Nov 20
Total with taxes and fees
The Charming Home Nearby UCU, San Jose Downtown, Airport, SAP

Serene Guest Suite w/ Private Bath and Kitchenette

Willow Glen
9.6 out of 10, Exceptional, (7)
"We stayed here for 2 nights. It was a wonderful stay. We were there when the temps were a bit higher and let the property owners know of a fan issue and they came in the next day and brought in new fans. Made our stay more comfortable. The only issue is the parking is a bit wonky as there was no parking in front of the main home and had to park around the corner. Other than that, it was a very comfortable and convenient place to stay."
United States
angela p.
$139 nightly
The price is $151
Nov 18 - Nov 19
Total with taxes and fees
Serene Guest Suite w/ Private Bath and Kitchenette

Fremont - Studio Unit

Canyon Heights - Niles Crest
10.0 out of 10, Exceptional, (1)
"Great communication with Mgr., clean open spaces for a quick safe trip to Santa Clara. Parking abundant. Thank you all. "
United States
Andrea V.
$178 nightly
The price is $188
Nov 18 - Nov 19
Total with taxes and fees
Fremont - Studio Unit

Mavericks Penthouse – Downtown Luxury on Main Street, Half Moon Bay

Half Moon Bay
9.8 out of 10, Exceptional, (7)
"Description is accurate, location is great, walking distance to restaurants, and cute local owner stores.Easy check in and out."
United States
kat D.
$245 nightly
The price is $252
Nov 25 - Nov 26
Total with taxes and fees
Mavericks Penthouse – Downtown Luxury on Main Street, Half Moon Bay

Cozy Home - in the redwoods with hot tub!

Boulder Creek
9.8 out of 10, Exceptional, (122)
"Very clean home. Beautifully furnished. Nice stay!"
United States
Tran
$497 nightly
The price is $555
Nov 18 - Nov 19
Total with taxes and fees
Cozy Home - in the redwoods with hot tub!

lx51 History in Pescadero

Pescadero
10.0 out of 10, Exceptional, (1)
"Great location and the backyard was so relaxing. It was a lovely getaway and we look forward to staying there in the future "
United States
jess w.
$459 nightly
The price is $498
Nov 18 - Nov 19
Total with taxes and fees
lx51 History in Pescadero

Private Guest Suite 30 Mins of SFO/OAK✈| Walk to Transit

Tennyson - Alquire
10.0 out of 10, Exceptional, (2)
"For an affordable price, you not only get a place to sleep, but a stocked kitchen, comfy furniture, a gaming console with video games ready to play, and even an air hockey table! Definitely exceeded my expectations!"
United States
Justin B.
$160 nightly
The price is $175
Nov 18 - Nov 19
Total with taxes and fees
Private Guest Suite 30 Mins of SFO/OAK✈| Walk to Transit

San Jose - 2 bedroom 1 bath

Willow Glen
10.0 out of 10, Exceptional, (1)
"Plenty of room and good setup for a work trip. Close enough to downtown to make getting to convention center an easy uber or bike ride. Great backyard to chill out in. And waaaay cheaper than a downtown hotel!"
United States
Tim H.
$321 nightly
The price is $335
Nov 20 - Nov 21
Total with taxes and fees
San Jose - 2 bedroom 1 bath

Stunning Oceanview Coastal Home – Beach, Trails, Family Activities

Montara
9.2 out of 10, Wonderful, (78)
"loved the property. Would stay again."
United States
Bella S.
$285 nightly
The price is $296
Dec 2 - Dec 3
Total with taxes and fees
Stunning Oceanview Coastal Home – Beach, Trails, Family Activities

Charming Retreat in the Heart of San Jose - Your Perfect Getaway!

North San Jose
9.6 out of 10, Exceptional, (5)
"My sisters and I stayed one night at the property. The beds were very comfortable, the water pressure in the showers was great, the dining area was large enough for all of us and we were able to cook a nice meal together in the kitchen. The home looks just as it appears in the listing and the hosts respond very promptly to all messages. We would highly recommend this property for families, friend groups or couples. We had a great stay."
United States
Lucrezia S.
$406 nightly
The price is $442
Nov 18 - Nov 19
Total with taxes and fees
Charming Retreat in the Heart of San Jose - Your Perfect Getaway!

Charming Garden Cottage- steps to historic Old Town Half Moon Bay

Half Moon Bay
9.8 out of 10, Exceptional, (54)
"Enjoyed our stay in Half Moon Bay. The cottage is in a great location for shopping, restaurants, and walking. The property is well maintained, comfortable, and had everything we needed. It will be our first choice on our next trip to Half Moon Bay."
United States
Douglas G.
$394 nightly
The price is $414
Nov 19 - Nov 20
Total with taxes and fees
Charming Garden Cottage- steps to historic Old Town Half Moon Bay

Cozy guest suite in Los Gatos - Beach in 30 min!

Los Gatos
8.2 out of 10, Very Good, (11)
"Amazing views from the back porch. Very easy to check in and check out. The property is beautiful. Lots of great places nearby to eat, drink, or grab a cup of coffee.Would recommend."
United States
Immanuel D.
$203 nightly
The price is $216
Nov 18 - Nov 19
Total with taxes and fees
Cozy guest suite in Los Gatos - Beach in 30 min!

Downtown SJ The Hensley House

Hensley
9.0 out of 10, Wonderful, (31)
"Property was great. Street parking was easy and free. Fun stay"
United States
Ian T.
$210 nightly
The price is $229
Nov 18 - Nov 19
Total with taxes and fees
Downtown SJ The Hensley House

Serene 2BR Bungalow - Parking + Laundry + Sleep 6

Willow Glen
9.6 out of 10, Exceptional, (7)
"We had a good time in downtown San Jose. The neighborhood was quiet, with a school and community center nearby and a nice Mexican bakery truck a short distance walk away. The home had two spacious bedrooms and a nice living area that we could relax in after hiking. Would visit again!"
United States
Jennifer O.
$260 nightly
The price is $283
Dec 4 - Dec 5
Total with taxes and fees
Serene 2BR Bungalow - Parking + Laundry + Sleep 6
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Portola Valley Hotel Reviews

Find out more about Portola Valley

Portola Valley Vacation Homes information

Number of reviews
398
Accommodation
945 Vacation Homes
Lowest Price
$135
Highest Price
$9,134

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